Best apartment offers in Winthrop, MA

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Winthrop, MA apartments
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172 Best apartments in Winthrop, MA

Our Favourite Family-Friendly Holiday Apartments in Winthrop, MA

Kid-friendly holiday apartments in Winthrop, MA offer close proximity to lifeguarded beaches and plenty of room for the whole family to spread out.

Walk To Constitution Beach: Mid-century Boston Gem - Winthrop, MA
10 8 reviews
Winthrop, MA
19/08 – 28/08
£348/nighttotal: £3132 (9 )

Walk To Constitution Beach: Mid-century Boston Gem

3 2
apartment , Boston
This East Boston flat is situated near Orient Heights T station, providing easy access to Boston city centre (8km), Logan International Airport (3.2km), and the East Boston Greenway (1.3km).
The 84 square metre self-catering property sleeps six, boasting four bedrooms, one bathroom, a well-equipped kitchen including a dishwasher, and family-friendly amenities such as a cot and high chair; shared driveway and street parking are available.
Rare 3.5 Bed Apt, Super Location Boston, +Parking - Winthrop, MA
9.7 135 reviews
Winthrop, MA
18/10 – 30/10
£298/nighttotal: £3576 (12 )

Rare 3.5 Bed Apt, Super Location Boston, +Parking

1 5
apartment , Boston
This recently renovated South Boston apartment, a short drive (approximately 3-5km) from downtown Boston and within walking distance of South Boston beaches, offers convenient access to major attractions.
Sleeping eight guests comfortably in four bedrooms (three queen beds, one twin) and one bathroom, this family-friendly property includes a fully equipped kitchen, air conditioning, driveway parking for two cars, two porches, and a shared garden.
Luxury Apartment W King Bed, Shared Pool & Rooftop - Winthrop, MA
10 1 review
Winthrop, MA
19/08 – 28/08
£744/nighttotal: £6696 (9 )

Luxury Apartment W King Bed, Shared Pool & Rooftop

2 2
apartment , Cambridge
This Cambridge Crossing apartment, a 10-15 minute drive from Kendall Square, MIT, and Harvard Square, offers easy access to Boston's key attractions.
The 94 square metre (102 square meter) property boasts three bedrooms, two bathrooms, sleeping up to seven guests, and features a fully equipped kitchen, in-unit laundry, and access to a shared pool, gym, and rooftop terrace with fire pit.
Stylish 1br In Assembly Square | Pool, Gym & Views - Winthrop, MA
10 3 reviews
Winthrop, MA
19/08 – 28/08
£399/nighttotal: £3591 (9 )

Stylish 1br In Assembly Square | Pool, Gym & Views

5 2
apartment , Somerville
This Somerville flat is situated in the centre, a 5-minute walk from Assembly Row and LEGOLAND Discovery Centre, with Assembly Station just 200 metres away for excellent public transport links.
This 56 square metre dwelling offers accommodation for up to 4 guests, featuring 5 bedrooms, a fully equipped kitchen, air conditioning, a swimming pool, a garden, and a pool table for entertainment.

Explore Holiday Apartments with a Pool in Winthrop, MA

Having a pool at your holiday apartment in Winthrop, MA allows for a refreshing dip to complement a day by the water without any hassle.

Stylish And Cozy At Revere Beach - Winthrop, MA
9.6 241 reviews
Winthrop, MA
18/10 – 24/10
£173/nighttotal: £1038 (6 )

Stylish And Cozy At Revere Beach

1 1
apartment , Revere
This studio apartment is situated in Revere, just a short walk from the Blue Line subway station and Revere Beach, providing easy access to Boston and the beautiful coastline. The studio offers a fully equipped kitchen, a comfortable queen-size bed, and access to on-site amenities such as a swimming pool and fitness centre.
Family Suite In Boston With Pool Gym & Balcony - Perfect Stay - Winthrop, MA
Winthrop, MA
18/10 – 24/10
£1026/nighttotal: £6156 (6 )

Family Suite In Boston With Pool Gym & Balcony - Perfect Stay

1 1
apartment , Boston
This Boston flat is situated less than a mile from Boston Common and a 14-minute walk from the Freedom Trail, with Boston South Station, Back Bay, and the Boston Tea Party Ship & Museum in close proximity.
This spacious 111 square metre residence offers accommodation for up to 12 guests, featuring two bedrooms, two bathrooms, a fully equipped kitchen with a dishwasher, air conditioning, a fireplace, and on-site amenities including an outdoor swimming pool and fitness centre.
Luxury South End Apartment With City Views - Winthrop, MA
10 1 review
Winthrop, MA
22/09 – 23/09
£1123/nightfor 1 night

Luxury South End Apartment With City Views

1 2
apartment , Boston
This South End, Boston flat is conveniently located near the Museum of Fine Arts and the Museum of Science, offering easy access to other attractions such as Harvard Square and Newbury Street, though precise distances aren't provided.
The 70 square metre (753 square feet) one-bedroom, one-bathroom apartment sleeps five, and includes a fully equipped kitchen, air conditioning, a swimming pool, garden, parking, and amenities such as a travel cot and hairdryer.
Luxury South End Apartment With Rooftop Pool - Winthrop, MA
Winthrop, MA
22/09 – 23/09
£958/nightfor 1 night

Luxury South End Apartment With Rooftop Pool

1 2
apartment , Boston
This South End flat offers excellent access to Boston's districts, being a 13-minute walk from Boston South Station and 0.96 kilometres from Back Bay.
This 70 square metre residence accommodates up to 9 guests, featuring air conditioning, a kitchen with a fridge, microwave, and dishwasher, plus a rooftop swimming pool and on-site fitness centre.

Frequently asked questions about apartment rentals in Winthrop, MA

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Best Winthrop, MA holiday apartments with air conditioning

Enjoyable 2-bedroom Apartment Near Airport With Washer And Dryer - Winthrop, MA
Winthrop, MA
22/09 – 23/09
£207/nightfor 1 night

Enjoyable 2-bedroom Apartment Near Airport With Washer And Dryer

2 2
apartment , Chelsea
This Chelsea flat is situated 6.4 kilometres from the Museum of Science and the Museum of Fine Arts, and 4.8 kilometres from Faneuil Hall Marketplace and Newbury Street.
This two-bedroom flat accommodates up to five guests, featuring two queen beds, a sofa bed, air conditioning, and Wi-Fi, with a bathtub and hairdryer provided in the bathroom.
Center Of Boston Studio Pet Friendly | Laundry - Winthrop, MA
9.5 253 reviews
Winthrop, MA
19/08 – 28/08
£198/nighttotal: £1782 (9 )

Center Of Boston Studio Pet Friendly | Laundry

1 2
apartment , Boston
This one-bedroom apartment is located in the heart of Downtown Boston, just a 1.6km walk from Suffolk University and Quincy Market, offering easy access to the city's main attractions. It has consistently received excellent ratings for location, cleanliness and user experience.
This self-catering flat accommodates two guests and features a fully equipped kitchen with modern appliances, a washing machine, and a TV. The apartment is close to shops, restaurants, and public transport, making it a great base for exploring Boston.
Views Of The City, The Ocean, And The Sky - Winthrop, MA
9.3 9 reviews
Winthrop, MA
18/10 – 30/10
£270/nighttotal: £3240 (12 )

Views Of The City, The Ocean, And The Sky

1 5
apartment , Winthrop Town
This second-floor flat in Winthrop Town is situated just minutes from the beach, offering excellent access to public transport including a bus stop nearby connecting to the Blue Line, and is a mere 10-minute drive to the airport.
This furnished three-bedroom apartment accommodates up to six guests and features a kitchen with a fridge, microwave, and dishwasher, air conditioning, central heating, and private parking for one vehicle, with a convenience store, dog park, playground, and various restaurants all within walking distance.
Oceanfront Penthouse Retreat - Winthrop, MA
9.7 58 reviews
Winthrop, MA
18/10 – 30/10
£403/nighttotal: £4836 (12 )

Oceanfront Penthouse Retreat

1 5
apartment , Winthrop Town
This Winthrop beachfront penthouse offers breathtaking panoramic ocean views and direct beach access, situated steps from local restaurants.
The three-bedroom, one-bathroom apartment sleeps seven guests and boasts a private terrace, Wi-Fi, a smart TV, and air conditioning.

Find the Best Pet-Friendly Holiday Apartments in Winthrop, MA

Enjoy stress-free seaside trips from a dog-friendly holiday apartment in Winthrop, MA near local beaches.

Waterfront House Minutes From The Boston Downtown, Airport, Encore Casino - Winthrop, MA
9.5 247 reviews
Winthrop, MA
22/09 – 23/09
£514/nightfor 1 night

Waterfront House Minutes From The Boston Downtown, Airport, Encore Casino

3 2
apartment , Chelsea
This waterfront property in Chelsea is conveniently located within easy reach of major Boston attractions, including Encore Boston Harbor, Suffolk University, and Long Wharf, all within a 3-mile radius. The property has consistently received excellent ratings for location, cleanliness, and overall user experience.
The house is spacious, offering 170 square metres of living space, with three bedrooms and three bathrooms, comfortably accommodating up to eight guests. It features a fully equipped kitchen, a private garden, and a terrace or balcony, perfect for relaxing and enjoying the outdoors.
Downtown Loft Walk Anywhere Ideal For Nurses - Winthrop, MA
Winthrop, MA
18/10 – 24/10
£242/nighttotal: £1452 (6 )

Downtown Loft Walk Anywhere Ideal For Nurses

1 1
apartment , Boston
This Boston city centre apartment is ideally located near South Station, a 0.8 km walk from the Boston Tea Party Ships & Museum and less than 0.5 km from the city centre, offering easy access to the Freedom Trail.
The 50 square metre self-catering flat features one bedroom, one bathroom, sleeps three guests, and includes a fully equipped kitchen, in-unit laundry, air conditioning, and free Wi-Fi.
Simple 1br |  Financial District | Keyless Entry - Winthrop, MA
Winthrop, MA
19/08 – 28/08
£237/nighttotal: £2133 (9 )

Simple 1br | Financial District | Keyless Entry

1 2
apartment , Boston
This one-bedroom flat in Boston's downtown district offers excellent access to public transport, being a 3-minute walk away, and is situated 1.8 kilometres from Mass General Hospital.
This modern flat accommodates two guests and includes a kitchen with a fridge, microwave, and dishwasher, air conditioning, parking, and in-building laundry facilities, with attractions like Faneuil Hall Marketplace and Newbury Street within easy reach.
Upscale 4br Penthouse With Gym & Parking Near Mgh & Tufts - Winthrop, MA
9.3 3 reviews
Winthrop, MA
22/09 – 23/09
£997/nightfor 1 night

Upscale 4br Penthouse With Gym & Parking Near Mgh & Tufts

3 2
apartment , Boston
This upscale Boston penthouse apartment is centrally located near South Station, a 6-minute walk away, offering easy access to the Freedom Trail and Boston Common (1.1km).
The 125-square-metre property boasts three bedrooms, two bathrooms, sleeps twelve guests, and includes a fully equipped kitchen, fitness centre, garden, parking, and free Wi-Fi.
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